Norethandrolone

ID: ALA1697845

Cas Number: 52-78-8

PubChem CID: 5858

Max Phase: Phase

Molecular Formula: C20H30O2

Molecular Weight: 302.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nilevar | Norethandrolone | Pronabol | Solevar | NSC-70581 | NORETHANDROLONE|Pronabol|Nilevar|52-78-8|Solevar|17-Ethyl-19-nortestosterone|17-ENT|19-Norethyltestosterone|Nileva|SC 5914|19-Nortestosterone, 17-ethyl-|NSC 70581|CB 8022|NSC-70581|U 6817|17-Hydroxy-19-norpregn-4-en-3-one|8022 C. B.|P7W01638W6|Norethandrolone (INN)|Ethylnortestosteron|(17beta)-17-ethyl-17-hydroxyestr-4-en-3-one|NORETHANDROLONE [INN]|17.alpha.-Ethylnortestosterone|Noretandrolona|Noretandrolone|Noretandrolone [DCIT]|NoreShow More⌵

Canonical SMILES:  CC[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@@]21C

Standard InChI:  InChI=1S/C20H30O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h12,15-18,22H,3-11H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1

Standard InChI Key:  ZDHCJEIGTNNEMY-XGXHKTLJSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  1  0  0  0  0  0999 V2000
    1.0167    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -0.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375    1.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    1.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667   -0.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4583   -0.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -1.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6625    0.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2208   -2.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875    2.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167    1.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417    2.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292   -1.4417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1417    0.2750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875    0.2458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  4  2  1  0
  5 10  1  0
  6  5  1  0
  7  3  2  0
  8  1  1  0
  9  1  1  0
 10  9  1  0
 11  4  1  0
 12  2  1  0
 13  6  1  0
 14 11  1  0
 15 18  1  0
 16  8  1  0
 17 15  2  0
 18 13  1  0
  8 19  1  1
  1 20  1  1
  8 21  1  6
 22 21  1  0
  2 23  1  6
  4 24  1  1
  5 25  1  6
  6 26  1  1
 12 16  1  0
  4  5  1  0
 14  3  1  0
  7 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1697845

   NORETHANDROLONE

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 302.46

Molecular Weight (Monoisotopic): 302.2246

AlogP: 4.27

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 2.25

References

1. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF..  (2008)  Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.,  18  (2): [PMID:20020916] [10.1080/15376510701857262]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Biour M, Ben Salem C, Chazouillères O, Grangé JD, Serfaty L, Poupon R..  (2004)  [Drug-induced liver injury; fourteenth updated edition of the bibliographic database of liver injuries and related drugs].,  28  (8-9): [PMID:15646539] [10.1016/s0399-8320(04)95062-2]

4. WHO Anatomical Therapeutic Chemical Classification, 

5. Unpublished dataset, 

Source

Source(4):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names
• WHO Anatomical Therapeutic Chemical Classification